Catalyst- and additive-free cascade radical addition/cyclization of <i>N</i>-arylacrylamides with trifluoropyruvates
Yongbo Tan, Huawen Huang
Abstract
Herein, we introduce a photocatalyst- and additive-free method for the preparation of valuable 3,3-disubstituted oxindoles bearing trifluoromethyl alcohol moieties from readily available acrylamides and cheap trifluoropyruvates. The excited trifluoropyruvates under ultraviolet-light irradiation react efficiently with acrylamides delivering a variety of trifluoromethyl oxindoles with broad functional group tolerance and moderate to good yields. This protocol features mild reaction conditions, simple operation and ready scalability.
Topics & Concepts
TrifluoromethylCombinatorial chemistryCascadeChemistryCatalysisFunctional groupAlcoholReaction conditionsCascade reactionPhotocatalysisOrganic chemistryChromatographyAlkylPolymerFluorine in Organic ChemistryRadical Photochemical ReactionsSulfur-Based Synthesis Techniques